Book Luxury Short Stay Rentals in Old Windsor

We selected the 5490 homes worth renting in this location

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Home spotlights in Old Windsor

Canal Walk

Canal Walk

  • 6 guests

  • 3 bedrooms

Oxford, Oxfordshire

Perfect for a family seeking a home-from-home in Oxford, this townhouse has an excellent location. Oxford train station is a few minutes away on foot, and you can walk into the city centre in ten minutes.

Sunflower Whisperings

Sunflower Whisperings

  • 6 guests

  • 2 bedrooms

St Albans, Hertfordshire

Step into this cosy and colourful Hertfordshire home, and out of the busy to-do of everyday life. Peacefully appointed, to stay here is to find a real sense of tranquillity from the moment you arrive.

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Once owned by celebrities like Michael Caine and Led Zeppelin's Jimmy Page, this hidden gem is as enchanting as it is impressive. The garden room enjoys idyllic river views, while the library and dedicated office allow productivity and creativity to thrive.

Sunsets & Swan Feathers

Sunsets & Swan Feathers

  • 7 guests

  • 4 bedrooms

Eton, Windsor

Cloaked in soothing tones, this understated Eton home is the perfect setting for a relaxing staycation, situated within easy reach of Windsor’s most popular attractions. Whether you’re here for the town’s namesake castle or simply to escape the hustle and bustle of city life, you can’t do much better than this gorgeous, family abode which comes complete with its own private garden, perfect for letting little ones and furry friends roam free while you savour a well-deserved cuppa in the fresh air.


We selected the top 3% holiday homes in Old Windsor Short Stay Rentals

Explore the 5490 most perfect homes in our collection

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Most popular homes in Old Windsor

A King's Retreat

A King's Retreat

  • 8 guests

  • 4 bedrooms

Sunninghill and Ascot, Berkshire

Tea Up

Tea Up

  • 8 guests

  • 4 bedrooms

Hersham, Surrey

Grain of Truth

Grain of Truth

  • 2 guests

  • 1 bedrooms

Leigh, Kent

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

Gather & See

Gather & See

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

The Belgian Ambassador

The Belgian Ambassador

  • 8 guests

  • 4 bedrooms

Bray Civil Parish, Berkshire

It's Aboat Time

It's Aboat Time

  • 6 guests

  • 3 bedrooms

Chertsey, Surrey

Grace & Light

Grace & Light

  • 4 guests

  • 2 bedrooms

East Molesey, England

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Check upcoming rates & availability for Old Windsor Short Stay Rentals


Frequently asked questions

Browse our curated collection of Short Stay Rentals in Old Windsor, England, United Kingdom. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Old Windsor luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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